CN105214089B - A kind of magnetic colloid nanometer crystal druse and its preparation method and application with nucleocapsid - Google Patents
A kind of magnetic colloid nanometer crystal druse and its preparation method and application with nucleocapsid Download PDFInfo
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- CN105214089B CN105214089B CN201410242344.3A CN201410242344A CN105214089B CN 105214089 B CN105214089 B CN 105214089B CN 201410242344 A CN201410242344 A CN 201410242344A CN 105214089 B CN105214089 B CN 105214089B
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Abstract
The invention belongs to technical field of function materials, and in particular to a kind of magnetic colloid nanometer crystal druse with nucleocapsid using 5 hydrochloric acid acetylamino propionic acid of photosensitizer as self-supporting material and preparation method thereof and the application in treating carcinoma of urinary bladder.The core of the magnetic colloid nanometer crystal druse with nucleocapsid of the present invention is magnetic ferroferric oxide nanometer druse, and shell is the coordination polymer using ALA as backing material, is prepared by following methods：The magnetic colloid nanometer crystal druse for preparing agarose stabilization first prepares the magnetic cluster with nucleocapsid of coordination polymer cladding then on the basis of synthesizing magnetic cluster.Magnetic colloid nanocrystal cluster of the present invention, preparation is simple, drugloading rate is big, and selectively targeted to carcinoma of urinary bladder relatively strong, the effect for treating carcinoma of urinary bladder is preferable；And the preparation method can preferably control thickness, the drugloading rate of coordination polymer shell, application prospect is good.
Description
Technical field
The invention belongs to technical field of function materials, be related to a kind of magnetic colloid nanometer crystal druse with nucleocapsid and its
Preparation method and application；Tool more particularly to one kind using photosensitizer 5- hydrochloric acid acetylamino propionic acid (ALA) as self-supporting material
There are magnetic colloid nanometer crystal druse of nucleocapsid and preparation method thereof and the application in treating carcinoma of urinary bladder.
Background technology
In recent years, magnetic Nano drug-loading system, especially magnetic colloid nanometer crystal druse just get more and more people's extensive concerning.By
There is stronger magnetic responsiveness and preferable drug carrying ability in magnetic colloid nanometer crystal druse, it can be under externally-applied magnetic field easily and fast
It is targeted to diseased region, drug molecule is released in diseased region, improves the utilization rate of drug, reaches the mesh of effectively treatment disease
's.For example, based on magnetic colloid nanometer crystal druse, magnetic Nano drug-loading system is built, and applied to the treatment of carcinoma of urinary bladder.It is real
Display is trampled, above-mentioned material can significantly improve the therapeutic effect of carcinoma of urinary bladder, but carry out target drug-carrying fashion in application above-mentioned material and lack
It is weary to have specificity.
Studies have shown that is coupled or is adsorbed with carcinoma of urinary bladder with the substance compared with strong affinity on nano-carrier surface, can make to receive
Meter Zai Ti is directed to tumour cell, to improve the specificity of its targeting.5- hydrochloric acid acetylamino propionic acid (ALA) is used as the second generation
The representative of photosensitizer has been widely used in light power diagnosis and the treatment of carcinoma of urinary bladder；It can be by transitional cell bladder carcinoma cell line spy using ALA
The characteristic that the opposite sex absorbs is carried out modifying the specificity that its targeting can be improved but also be moved with light to the surface of nanometer material structure
The function of power treatment.And currently, must solve it is a key issue that the efficient cladding of ALA should be realized, realize that ALA exists again
The special target effect on nano-carrier surface.
Studies have pointed out that coordination polymer can help to realize above-mentioned design；The coordination polymer composite material have with
Lower advantage：(1) it is designed based entirely on functional molecular, forms the metal-organic framework supported completely by functional molecular, because
This can improve the content of the functional molecular in composite material；(2) coordinate bond is a kind of non-covalent bond connection type, will not only be changed
Become the intrinsic propesties of functional molecular, as long as and based on the precondition that coordinate bond is formed, the selection of functional molecular is with various
The characteristics of change；(3) coordinate bond can reversible formation under the conditions of certain environment, have to the stimulating responsive of environment, can realize
The controlled release of functional molecular；(4) metal ion of coordination polymer has the excellent properties that many organic molecules are lacked, example
Such as nuclear magnetic resonance imaging, redox catalysis, photoelectricity transmission property.
Based on this, present inventor intends on the basis of synthesizing magnetic colloidal nano druse, by coordination polymer
Characteristic prepare using ALA as the magnetic colloid nanometer crystal druse with nucleocapsid of self-supporting material, which will be carcinoma of urinary bladder
Treatment provide a completely new means, have important clinical conversion value.
Invention content
The object of the present invention is to provide a kind of magnetic colloid nanometer crystal druse with nucleocapsid and preparation method thereof and answer
With；More particularly to one kind using photosensitizer 5- hydrochloric acid acetylamino propionic acid (ALA) as self-supporting material with nucleocapsid
Magnetic colloid nanometer crystal druse and preparation method thereof and the application in treating carcinoma of urinary bladder.Self supporting structure of the present invention
(Fe3O4-ALA) it is a kind of completely new magnetic Nano drug-loading system, has and prepare that simple, drugloading rate is big, to carcinoma of urinary bladder specificity
Stronger feature is targeted, it can be effective for the therapeutic effect of raising carcinoma of urinary bladder.
The core of the magnetic colloid nanometer crystal druse with nucleocapsid of the present invention is magnetic ferroferric oxide nanometer druse, shell
For the coordination polymer using ALA as backing material.The present invention can be by wing using photosensitizer 5- hydrochloric acid acetylamino propionic acid (ALA)
The characteristic that Guang cancer cell specificity absorbs modifies the surface of nanometer material structure to improve the specificity of its targeting；
Moreover, ALA of the present invention itself is with the optical dynamic therapy effect to carcinoma of urinary bladder, therefore, by described
Self supporting structure can realize magnetic targeted and the selectively targeted dual-targets of ALA, improve the therapeutic effect of carcinoma of urinary bladder.
The magnetic colloid nanometer crystal druse with nucleocapsid of the present invention is prepared by following methods：
The magnetic colloid nanometer crystal druse (abbreviation magnetic cluster) of agarose stabilization is prepared first, then on the basis of synthesis magnetic cluster
On, the magnetic cluster with nucleocapsid of coordination polymer cladding is prepared, the photodynamics of carcinoma of urinary bladder is finally carried out using the material
Treatment；The magnetic cluster preparation method with nucleocapsid using ALA as self-supporting material of the present invention is simple, can preferably control
The thickness and drugloading rate of coordination polymer shell, selectively targeted to carcinoma of urinary bladder relatively strong, the effect for treating carcinoma of urinary bladder is preferable.
More specifically, the preparation method of the magnetic colloid nanometer crystal druse with nucleocapsid of the invention comprising step：
(1) using Iron(III) chloride hexahydrate, acetate and agarose as raw material, the magnetic nano-particle of agarose stabilization is prepared
Cluster (abbreviation magnetic cluster)；
In the embodiment of the present invention：By 0.6-6g Iron(III) chloride hexahydrates, 1.8-20g acetate and 0.2-2.4g agaroses
(dispersion) is dissolved in 20-80mL ethylene glycol, and mechanical agitation 0.5--2h, is subsequently placed in containing polytetrafluoroethyl-ne at 140-180 DEG C
In the stainless steel autoclave of alkene liner, reaction kettle is positioned over to 14-36h in 180-220 DEG C of baking oven, is taken out, with originally
Water allows to cool to room temperature；Product magnetic cluster is isolated with Magneto separate, is used in combination absolute ethyl alcohol and deionized water to wash and removes unreacted
Reactant, finally product magnetic cluster is dispersed in absolute ethyl alcohol, it is spare；
(2) on the basis of synthesizing magnetic cluster, the magnetic cluster with nucleocapsid of coordination polymer cladding is prepared；
The method for taking coordination polymer precipitation cladding, first, by magnetic cluster and metal ion (such as Zn2+, Fe3+ etc.) molten
It is mixed in agent, adds ALA, itself and metal ion is made to occur coordination polymerization, the coordination polymer chain of formation is poor due to dissolubility
And it is deposited to magnetic cluster surface, aggregation is gradually formed, apparent laminated structure is obtained on magnetic cluster surface finally by curing；
In the embodiment of the present invention：Three mouthfuls of burnings are added in 50-200mg magnetic cluster, 15-50mL methanol, 0.1-0.8g nitrate
In bottle；In addition, by 0.1-0.25g ALA hydrochloride salts in the hydroxide solution of a concentration of 0.1-1M of 2-10mL；Will after
Person is added dropwise with the speed of 1-5mL/h in three-necked flask, mechanical agitation 1-4h at being 50-90 DEG C in reaction temperature；Reaction knot
Shu Hou obtains the magnetic cluster with nucleocapsid using ALA as self-supporting material using Magneto separate, be used in combination absolute ethyl alcohol and go from
Sub- water removes unreacted reactant；It is then placed in freeze drier and is dried, the Magnetic adhesive with nucleocapsid is made
Body nanometer crystal druse.
In the present invention, the acetate is one kind in sodium acetate, potassium acetate, lithium acetate, magnesium acetate and ammonium acetate；Institute
The nitrate stated is one kind in zinc nitrate, ferric nitrate and magnesium nitrate；The hydroxide be sodium hydroxide, potassium hydroxide,
One kind in magnesium hydroxide, lithium hydroxide.
In the present invention, in the coordination poly-merization system, the sum of concentration of nitrate and ALA hydrochlorides is 10mg/
Between mL to 50mg/mL.
In the present invention, the nitrate dosage and the percent value of the nitrate and ALA hydrochloride dosage summations are
More than or equal to 40wt%.
In the present invention, the dosage of the magnetic cluster exists with the percent value of magnetic cluster, nitrate and ALA hydrochloride dosage summations
Between 3wt% to 15wt%.
In the present invention, the nucleocapsid of different ALA load capacity is made in the magnetic colloid nanometer crystal druse with nucleocapsid
Fe3O4- ALA microballoons.
In the present invention, use what the preparation method obtained there is nucleocapsid magnetic using ALA as self-supporting material
Property colloidal nano druse external treatment experiment is carried out to transitional cell bladder carcinoma cell line, in the embodiment of the present invention, using following experimental procedure：
Bladder cancer cell lines T24 is incubated at the RPMI-1640 containing 10% fetal calf serum 100U/m1 penicillin and 100 μ g/m1 streptomysins
In culture medium, it is placed in 37 DEG C, cultivates in the cell incubator of 5%CO2；Then the difference of synthesis is added in 96 orifice plate of cell inoculation
The magnetic cluster and control sample with nucleocapsid using ALA as self-supporting material of concentration, incubation 3h, 650nm red light irradiations,
Continue to be incubated for 24 hours, MTT detections；Experimental result shows that ALA molecules can be absorbed by transitional cell bladder carcinoma cell line specificity, and described
ALA molecules have Photodynamic Therapy to carcinoma of urinary bladder.
The present invention's using ALA as self-supporting material there is core-shell structure magnetic colloidal nano druse can be used for treating wing
Guang cancer or the pharmaceutical preparation for preparing treatment carcinoma of urinary bladder.
The present invention prepare using ALA as self-supporting material with core-shell structure magnetic colloidal nano druse with following
Advantage：
(1) by the control of reaction condition, the ALA coordination polymer shells of different-thickness are realized, therefore, can be obtained controllable
High load amount；
(2) since the shell of the self-supporting is entirely to be constructed by ALA and metal ion, so that carrier surface obtains height
The ALA of concentration is distributed, and can significantly improve the targeting effect of carrier；
(3) coordination polymer described in can be stabilized in PBS, gradually be decomposed under the conditions of weakly acidic, so as to
To realize slow releases of the ALA in cancer cell slightly acidic environment.
It is of the present invention using ALA as self-supporting material that there is core-shell structure magnetic colloidal nano druse can realize is double
Targeting improves the specificity of targeting again, and ALA itself has the effect of photodynamic therapy, so as to enhance the treatment of carcinoma of urinary bladder
Effect, the present invention provide a completely new means for the treatment of carcinoma of urinary bladder, have important clinical conversion value；Meanwhile it is described
Preparation method can preferably control thickness, the drugloading rate of coordination polymer shell, and application prospect is good.
Description of the drawings
Fig. 1 shows that ALA load capacity is 17% nucleocapsid Fe3O4- ALA microballoons, wherein b figures are region shown in a figures
Enlarged drawing.
Fig. 2 shows Fe3O4Inhibiting rates of-the ALA to urinary bladder carcinoma T24 cell line.
Specific implementation mode
Embodiment 1：Prepare the nucleocapsid Fe that ALA load capacity is 6%3O4- ALA microballoons
1, the magnetic cluster of agarose stabilization is prepared
By 1.08g Iron(III) chloride hexahydrates (FeCl3·6H2O), 1.87g ammonium acetates (NH4Ac it) is dissolved with 0.4g agaroses
(dispersion) is added in 70mL ethylene glycol in 150mL three-necked flasks, is warming up to 160 DEG C, 1h is kept the temperature, then while hot by reactant
It pours into the stainless steel autoclave that 100mL contains polytetrafluoroethyllining lining, then reaction kettle is positioned in 200 DEG C of baking oven
16h takes out, room temperature is allowed to cool to tap water；Product magnetic cluster is isolated with Magneto separate, absolute ethyl alcohol and deionized water is used in combination
Washing removes unreacted reactant, and finally product magnetic cluster is dispersed in absolute ethyl alcohol, spare；
2, Fe3O4-ALA microballoons are prepared
40mg magnetic cluster, 16mL methanol, 192mg nitrate are added in three-necked flask；In addition, by 108mg ALA hydrochlorides
It is dissolved in the sodium hydroxide solution of a concentration of 0.5M of 4mL；The latter is added dropwise with the speed of 2mL/h in three-necked flask,
Mechanical agitation 1.5h at room temperature；After reaction, obtain that there is nucleocapsid using ALA as self-supporting material using Magneto separate
Magnetic cluster, be used in combination absolute ethyl alcohol and deionized water to remove unreacted reactant；It is then placed in freeze drier and is dried.
Embodiment 2：Prepare the nucleocapsid Fe that ALA load capacity is 9%3O4- ALA microballoons
1, step 1 of the preparation method for the magnetic cluster that agarose is stablized with above-described embodiment 1；
2, nucleocapsid Fe3O4The step of preparation method of-ALA is with above-described embodiment 1；It is distinguished as：Methanol, six hydrations
The dosage of zinc nitrate, ALA hydrochlorides and sodium hydroxide solution is respectively：32mL, 768mg, 216mg and 8mL.
Embodiment 3：Prepare the nucleocapsid Fe that ALA load capacity is 13%3O4- ALA microballoons
1, step 1 of the preparation method for the magnetic cluster that agarose is stablized with above-described embodiment 1；
2, nucleocapsid Fe3O4The step of preparation method of-ALA is with above-described embodiment 1；It is distinguished as：Methanol, six hydrations
The dosage of zinc nitrate, ALA hydrochlorides and sodium hydroxide solution is respectively：16mL, 768mg, 216mg and 4mL.
Embodiment 4：Prepare the nucleocapsid Fe that ALA load capacity is 15%3O4- ALA microballoons
1, step 1 of the preparation method for the magnetic cluster that agarose is stablized with above-described embodiment 1；
2, nucleocapsid Fe3O4The step of preparation method of-ALA is with above-described embodiment 1；It is distinguished as：Methanol, six hydrations
The dosage of zinc nitrate, ALA hydrochlorides and sodium hydroxide solution is respectively：16mL, 192mg, 216mg and 4mL.
Embodiment 5：Prepare the nucleocapsid Fe that ALA load capacity is 17%3O4- ALA microballoons (transmission electron microscope photo such as Fig. 1 institutes
Show)
1, step 1 of the preparation method for the magnetic cluster that agarose is stablized with above-described embodiment 1；
2, nucleocapsid Fe3O4The step of preparation method of-ALA is with above-described embodiment 1；It is distinguished as：Methanol, six hydrations
The dosage of zinc nitrate, ALA hydrochlorides and sodium hydroxide solution is respectively：16mL, 384mg, 108mg and 4mL.
Embodiment 6：The nucleocapsid Fe for being 17% using ALA load capacity3O4- ALA microballoons carry out phototherapy test
1, the culture and processing of bladder cancer cell lines
Bladder cancer cell lines T24 is incubated at containing 10% fetal calf serum 100U/m1 penicillin and 100 μ g/m1 streptomysins
In RPMI-1640 culture mediums, it is placed in 37 DEG C, cultivates in the cell incubator of 5%CO2.Fe is set3O4- ALA groups, ALA groups,
Fe3O4Group, ALA point are three concentration gradients, 10 μ g/m1,50 μ g/m1, cell incubation 3h, 650nm red light irradiation, red light intensity
60%, 300s is irradiated, is continued to be incubated for 24 hours, it is spare；
2、Fe3O4- ALA detects Bladder Carcinoma Cells therapeutic effect
Cell culture fluid is discarded, the fresh medium and 20 μ l MTT storage liquid (5mg/ml) of 180 μ l are added per hole, fully
Mixing；Above-mentioned reaction solution is discarded, 150 μ l DMSO are added per hole；Tablet is placed in micropore plate oscillator and vibrates 10min, fully
Dissolve mixing；Light absorption value is read at microplate reader 570nm；Cell inhibitory rate is calculated according to light absorption value, Fig. 2 shows Fe3O4- ALA pairs
The inhibiting rate of urinary bladder carcinoma T24 cell line.
Claims (9)
1. a kind of magnetic colloid nanometer crystal druse with nucleocapsid, which is characterized in that the magnetic colloid nanometer crystal druse
Core is magnetic ferroferric oxide nanometer druse, and shell is the polycomplexation using 5- hydrochloric acid acetylamino propionic acid (ALA) as backing material
Close object, magnetic cluster of the coordination polymer cladding with nucleocapsid.
2. the preparation method of the magnetic colloid nanometer crystal druse with nucleocapsid of claim 1, which is characterized in that it includes step
Suddenly：
(1) using Iron(III) chloride hexahydrate, acetate and agarose as raw material, the magnetic nano-particle group of agarose stabilization is prepared
Cluster, abbreviation magnetic cluster；
(2) on the basis of synthesizing magnetic cluster, the magnetic cluster with nucleocapsid of coordination polymer cladding is prepared：Take coordination polymerization
Object precipitation cladding method, magnetic cluster and metal ion are mixed in a solvent, add 5- hydrochloric acid acetylamino propionic acid, make its with
Coordination polymerization occurs for metal ion, and the coordination polymer chain of formation is deposited to magnetic cluster surface, aggregation is formed, finally by curing
Laminated structure is obtained on magnetic cluster surface, the magnetic colloid nanometer crystal druse with nucleocapsid is made.
3. preparation method according to claim 2, which is characterized in that in the step (1)：
The dissolving of 0.6-6g Iron(III) chloride hexahydrates, 1.8-20g acetate and 0.2-2.4g agaroses is dispersed in 20-80mL second two
In alcohol, the mechanical agitation 0.5-2h at 140-180 DEG C is subsequently placed in the stainless steel autoclave containing polytetrafluoroethyllining lining
In, reaction kettle is positioned over to 14-36h in 180-220 DEG C of baking oven, takes out, allows to cool to room temperature；It is produced with Magneto separate separation
Object magnetic cluster is used in combination absolute ethyl alcohol and deionized water to wash and removes unreacted reactant, is finally dispersed in product magnetic cluster anhydrous
It is spare in ethyl alcohol.
4. preparation method according to claim 2, which is characterized in that in the step (2)：
50-200mg magnetic cluster, 15-50mL methanol, 0.1-0.8g nitrate are added in three-necked flask；By 0.1-0.25g ALA salt
Hydrochlorate is dissolved in the hydroxide solution of a concentration of 0.1-1M of 4-10mL；The latter is added dropwise three with the speed of 1-5mL/h
In mouth flask, mechanical agitation 1-4h at being 50-90 DEG C in reaction temperature；After reaction, it is obtained with described using Magneto separate
Magnetic clusters with nucleocapsid of the ALA as self-supporting material removes unreacted reactant with absolute ethyl alcohol and deionized water；
It is put into freeze drier and is dried.
5. preparation method according to claim 4, which is characterized in that the acetate is selected from sodium acetate, potassium acetate, vinegar
One kind in sour lithium, magnesium acetate and ammonium acetate；The one kind of the nitrate in zinc nitrate, ferric nitrate and magnesium nitrate；Institute
The one kind of the hydroxide stated in sodium hydroxide, potassium hydroxide, magnesium hydroxide, lithium hydroxide.
6. preparation method according to claim 4, which is characterized in that in coordination poly-merization system therein, nitrate
And the sum of concentration of ALA hydrochlorides is 10mg/mL~50mg/mL.
7. preparation method according to claim 4, which is characterized in that the dosage of the nitrate and the nitrate and
The percent value of ALA hydrochloride dosage summations is more than or equal to 40wt%.
8. preparation method according to claim 4, which is characterized in that the dosage of the magnetic cluster and the magnetic cluster, nitric acid
The percent value of salt and ALA hydrochloride dosage summations is 3wt%~15wt%.
9. the magnetic colloid nanometer crystal druse described in claim 1 with nucleocapsid is in the drug for preparing treatment carcinoma of urinary bladder
Using.
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| WO2009139939A2 (en) * | 2008-02-22 | 2009-11-19 | The University Of North Carolina At Chapel Hill | Hybrid nanoparticles as anti-cancer therapeutic agents and dual therapeutic/imaging contrast agents |
| CN103059184A (en) * | 2012-12-24 | 2013-04-24 | 长春理工大学 | Amino porphyrin- poly (N-isopropylacrylamide) europium coordination compound and preparation method thereof |
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| WO2009139939A2 (en) * | 2008-02-22 | 2009-11-19 | The University Of North Carolina At Chapel Hill | Hybrid nanoparticles as anti-cancer therapeutic agents and dual therapeutic/imaging contrast agents |
| CN103059184A (en) * | 2012-12-24 | 2013-04-24 | 长春理工大学 | Amino porphyrin- poly (N-isopropylacrylamide) europium coordination compound and preparation method thereof |
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